How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$212 CHEAP FLIGHTS from Hawaii to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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Flights Deals

Cheap Flights from Hawaii to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Mon, Sep 15 - Tue, Sep 16

8:36 am - 7:03 amITO-ORD

17h 27m2 stops

10:00 am - 8:30 pmORD-ITO

15h 30m2 stops

$437Alaska Airlines

Find Deal

Thu, Oct 2 - Mon, Oct 6

7:50 am - 5:00 amHNL-ORD

16h 10m1 stop

8:20 am - 3:45 pmORD-HNL

12h 25m1 stop

$465Alaska Airlines

Find Deal

Tue, Oct 14 - Tue, Oct 21

11:35 am - 5:15 amHNL-MDW

12h 40m2 stops

9:35 pm - 10:20 amMDW-HNL

17h 45m1 stop

$470Southwest

Find Deal

Wed, Oct 8 - Wed, Oct 15

12:35 pm - 8:39 amHNL-ORD

15h 04m2 stops

7:30 am - 7:20 pmORD-HNL

16h 50m1 stop

$470Delta

Find Deal

Tue, Sep 16 - Tue, Sep 23

3:00 pm - 9:51 amHNL-MDW

13h 51m1 stop

9:30 am - 7:20 pmMDW-HNL

14h 50m2 stops

$471Delta

Find Deal

Thu, Oct 2 - Mon, Oct 6

8:05 am - 12:35 amHNL-MDW

11h 30m1 stop

8:00 am - 9:00 pmMDW-HNL

18h 00m1 stop

$479Southwest

Find Deal

Thu, Aug 21 - Tue, Aug 26

9:30 pm - 1:09 pmHNL-ORD

10h 39m1 stop

10:00 am - 7:07 pmORD-HNL

14h 07m1 stop

$535Hawaiian Airlines

Find Deal

Mon, Aug 4 - Mon, Aug 18

9:15 pm - 6:18 pmHNL-ORD

16h 03m2 stops

7:18 pm - 12:05 pmORD-HNL

21h 47m1 stop

$603

Find Deal

Wed, Jul 30 - Wed, Aug 6

9:25 pm - 1:07 pmHNL-ORD

10h 42m1 stop

3:18 pm - 8:30 pmORD-HNL

34h 12m2 stops

$644

Find Deal

Thu, Aug 14 - Thu, Aug 21

9:25 pm - 1:07 pmHNL-ORD

10h 42m1 stop

10:00 am - 7:07 pmORD-HNL

14h 07m1 stop

$671Hawaiian Airlines

Find Deal

Useful Info

Low season	January
High season	August
Cheapest flight	$212

Best time to beat the crowds with an average 10% drop in price.

Most popular time to fly and prices are also 11% lower on average.

Flight from Lihue to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Hawaii

First Class flights to Chicagofrom $4,401

Business Class flights to Chicagofrom $3,402

Prem Econ Class flights to Chicagofrom $1,243

Economy Class flights to Chicagofrom $589

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$212 Find Cheap Flights from Hawaii to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

FAQs for booking flights from Hawaii to Chicago

How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight